#160 Hubspot Sales VP On Cold Calling & The Future Of Outbound Sales episode artwork

EPISODE · Aug 10, 2026 · 52 MIN

#160 Hubspot Sales VP On Cold Calling & The Future Of Outbound Sales

from The Chris Bussing Podcast [ Sell More | Live More ] · host Chris Bussing

Chat with me about 1-1 coaching: 👉https://calendly.com/bussingventures/session🎯 Free Cold Calling System →https://techsalesaccelerator.framer.website/🏢 Book me for corporate sales training & speaking →https://calendly.com/bussingventures/bussing-sales-speaking-training-consultIn this episode, I sit down with Brian DeRosa, VP of Sales Acceleration at HubSpot, to break down how modern sales is changing.We talk about the resurgence of cold calling, how HubSpot uses buying signals and intent to make outbound more effective, what actually matters when personalizing outreach, and how AI is changing the SDR role. Brian also shares how HubSpot structures its sales teams, how he thinks about leadership and decision-making, and what helps SDRs develop into great account executives.If you work in tech sales, lead a sales team, or want to understand where outbound and AI are heading, there are a lot of practical takeaways in this conversation.Connect With Brian →https://www.linkedin.com/in/brian-derosaTimestamps00:00 - Introduction & Brian’s Role at HubSpot00:54 - Why HubSpot Is Moving Beyond Inbound Marketing05:56 - Is Cold Calling Making a Comeback?10:19 - Using Buying Signals & Intent for Outbound Sales14:22 - Does Personalization Actually Matter?20:17 - Using In-Person Events to Close More Deals23:36 - Decision Making & Leading Large Sales Teams26:29 - How HubSpot Structures Inbound & Outbound Sales32:41 - How AI Is Changing Sales36:13 - Will AI Replace SDRs?37:33 - How to Stand Out & Grow Inside a Company42:02 - Going From SDR to Account Executive46:51 - Brian’s Advice to His Younger Self49:17 - The Future of HubSpot, AI & SalesABOUT ME:I help B2B tech companies build world-class outbound sales teams through training programs, workshops, and sales kickoffs. Former seller at Oracle, Google, & an AWS partner who has coached 100s of reps across the industry to hit quota & unlock their personal potential. »»» Subscribe for weekly tips to help you SELL more and LIVE more! «««#b2bsales #techsales #salestraining #sdrtraining #techsalestraining #salesdevelopmentrepresentative #outboundsales #salestrainer #salesspeaker

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#160 Hubspot Sales VP On Cold Calling & The Future Of Outbound Sales

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